Hotels in Chestertown

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Jan 19 - Jan 20
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Check prices in Chestertown for tonight, Jan 19 - Jan 20
Jan 20 - Jan 21
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Top Rated Chestertown Hotels

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5
150 Scheeler Road Chestertown MD
Free Cancellation
Reserve now, pay when you stay
0.64 mi from city center
$100 nightly
The price is $111 total per night
$111 total
Feb 1 - Feb 2
Total with taxes and fees
Comfort Inn & Suites Chestertown features a gym, free WiFi in public areas, and a business center. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and a meeting room.
Pool
Breakfast included
Pendry Baltimore

Pendry Baltimore

5 out of 5
1715 Thames St. Baltimore MD
Free Cancellation
Reserve now, pay when you stay
28.3 mi from city center
$367 nightly
The price is $431 total per night
$431 total
Feb 17 - Feb 18
Total with taxes and fees
Guests of Pendry Baltimore enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is USD 65 per night if you plan to drive, or hop aboard the airport shuttle (available 24 hours) for USD 108.39 per vehicle one-way. The 24-hour front desk has staff standing by to help with luggage storage, tours or tickets, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include a business center, a seasonal outdoor pool, and a terrace.
Pool
Spa
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Free Cancellation
Reserve now, pay when you stay
27.98 mi from city center
$179 nightly
The price is $204 total per night
$204 total
Jan 20 - Jan 21
Total with taxes and fees
At Historic Inns of Annapolis, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 50.00 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, luggage storage, and securing valuables. Other amenities at this historic hotel include conference space, coffee/tea in a common area, and express check-in.
Pet friendly
Free WiFi
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

3 out of 5
4 Philadelphia Ct Rosedale MD
Free Cancellation
Reserve now, pay when you stay
24.05 mi from city center
$63 nightly
The price is $73 total per night
$73 total
Jan 25 - Jan 26
Total with taxes and fees
Guests of La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh enjoy a gym, free WiFi in public areas, and a business center. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to assist with securing valuables and concierge services. Additional amenities include coffee/tea in a common area, express check-in, and express check-out.
Breakfast included
Pet friendly
Hilton Garden Inn Baltimore/White Marsh

Hilton Garden Inn Baltimore/White Marsh

3 out of 5
5015 Campbell Boulevard Baltimore MD
Free Cancellation
Reserve now, pay when you stay
23.36 mi from city center
$105 nightly
The price is $122 total per night
$122 total
Jan 25 - Jan 26
Total with taxes and fees
At Hilton Garden Inn Baltimore/White Marsh, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and dry cleaning/laundry. Other amenities at this family-friendly hotel include meeting rooms, a conference center, and a 24-hour business center.
Pool
Pet friendly
Quality Inn & Suites Bel Air I-95 Exit 77A

Quality Inn & Suites Bel Air I-95 Exit 77A

2.5 out of 5
2112a Emmorton Park Road Edgewood MD
Free Cancellation
Reserve now, pay when you stay
20.67 mi from city center
$53 nightly
The price is $59 total per night
$59 total
Feb 1 - Feb 2
Total with taxes and fees
Guests of Quality Inn & Suites Bel Air I-95 Exit 77A have access to free WiFi in public areas. Free parking is included with your stay. Front-desk staff are standing by 24/7 to assist with any requests.
Breakfast included
Parking included
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

3 out of 5
2112b Emmorton Park Rd Edgewood MD
Free Cancellation
Reserve now, pay when you stay
20.67 mi from city center
$69 nightly
The price is $77 total per night
$77 total
Jan 20 - Jan 21
Total with taxes and fees
At La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A, guests have access to free WiFi in public areas, coffee in a common area, and laundry facilities. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready.
Breakfast included
Pet friendly
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
Free Cancellation
Reserve now, pay when you stay
27.93 mi from city center
$186 nightly
The price is $212 total per night
$212 total
Jan 25 - Jan 26
Total with taxes and fees
Annapolis Waterfront Hotel, Autograph Collection offers a 24-hour gym, a rooftop terrace, and free WiFi in public areas. Valet parking is available for USD 39 per day. The 24-hour front desk has staff standing by to help with concierge services, securing valuables, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pet friendly
Free WiFi
Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

2.5 out of 5
2110 Emmorton Park Rd Edgewood MD
Free Cancellation
Reserve now, pay when you stay
20.73 mi from city center
$81 nightly
The price is $91 total per night
$91 total
Jan 25 - Jan 26
Total with taxes and fees
At Hampton Inn & Suites Edgewood/Aberdeen-South, guests have access to a gym, free WiFi in public areas, and meeting rooms. Free parking is available if you drive. Multilingual staff at the front desk are standing by 24/7 to help with access to locker space, dry cleaning/laundry, and luggage storage. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
Breakfast included
Pet friendly
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3 out of 5
3028 KENT NARROW WAY S Grasonville MD
Free Cancellation
Reserve now, pay when you stay
19.68 mi from city center
$135 nightly
The price is $150 total per night
$150 total
Jan 25 - Jan 26
Total with taxes and fees
Guests staying at Hyatt Place Kent Narrows & Marina enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a business center, coffee/tea in a common area, and a microwave in a common area.
Pool
Pet friendly
Americas Best Value Inn Edgewood

Americas Best Value Inn Edgewood

2 out of 5
1709 Edgewood Road Edgewood MD
Free Cancellation
Reserve now, pay when you stay
20.52 mi from city center
$49 nightly
The price is $55 total per night
$55 total
Jan 22 - Jan 23
Total with taxes and fees
Guests staying at Americas Best Value Inn Edgewood enjoy free WiFi in public areas, laundry facilities, and a vending machine. A stay here includes free parking. The front desk is staffed 24/7 to help with tours or tickets, and answer any questions about the accommodations.
Pet friendly
Parking included
WoodSpring Suites Baltimore White Marsh - Nottingham

WoodSpring Suites Baltimore White Marsh - Nottingham

2.5 out of 5
4985 Mercantile Road Baltimore MD
Free Cancellation
Reserve now, pay when you stay
23.32 mi from city center
$75 nightly
The price is $87 total per night
$87 total
Jan 20 - Jan 21
Total with taxes and fees
Guests of WoodSpring Suites Baltimore White Marsh - Nottingham enjoy features like a gym, free WiFi in public areas, and express check-out. A stay here includes free parking. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include laundry facilities, a convenience store, and a vending machine.
Pet friendly
Parking included
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cheap Chestertown hotels options

    Driftwood Inn

    Driftwood Inn

    609 Washington Avenue Chestertown MD
    5/10 (175 reviews)
    Comfort Inn & Suites Chestertown

    Comfort Inn & Suites Chestertown

    150 Scheeler Road Chestertown MD
    $100 nightly
    The price is $111 total per night from Feb 1 to Feb 2
    $111 total
    Feb 1 - Feb 2
    Total with taxes and fees
    8.4/10 Very Good! (866 reviews)

Where should you stay in Chestertown?

What are some of the best hotels to stay with the kids in Chestertown?

Book one of these hotels for you and the kids in Chestertown. Comfort Inn & Suites Chestertown is a hotel offering free parking, free full breakfast, and laundry facilities. You and your family can also consider Red Roof Inn & Suites Chestertown, a hotel offering free parking, laundry facilities, and free WiFi.

What are some favorite hotels in Chestertown?

Here are some top hotels around Chestertown:

Close to central Chestertown, you'll find interesting places to visit like Chestertown Historic District.

Chestertown hotels essential information

Accommodation
1,087 hotels
Lowest Price
$55
Highest Price
$431
Popular hotels
Comfort Inn & Suites Chestertown, Pendry Baltimore, Historic Inns of Annapolis, La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh, Hilton Garden Inn Baltimore/White Marsh, Quality Inn & Suites Bel Air I-95 Exit 77A, La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A, Annapolis Waterfront Hotel, Autograph Collection, Hampton Inn & Suites Edgewood/Aberdeen-South, Hyatt Place Kent Narrows & Marina, Americas Best Value Inn Edgewood, WoodSpring Suites Baltimore White Marsh - Nottingham

Recent Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

5/5 Excellent
"Clean room, staff was very friendly and kept in touch throughout stay, to see if I needed anything. Highly recommended staying here"
A verified traveler stayed at Historic Inns of Annapolis
Posted 6 days ago
Historic Inns of Annapolis

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